HCID 57962754, compound → HCID 57962576, compound

HRID 541567Notes

Reaction equation

HRID 541567 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([C:8]#[C:9][C:10]2[C:11]([N:25]3[CH2:30][CH2:29][O:28][CH2:27][CH2:26]3)=[CH:12][C:13]([CH3:24])=[C:14]([NH:16][C:17](=[O:23])[O:18][C:19]([CH3:22])([CH3:21])[CH3:20])[CH:15]=2)[CH:5]=[CH:6][CH:7]=1.[H][H]>CO.[Pd]>[NH2:1][C:2]1[CH:3]=[C:4]([CH2:8][CH2:9][C:10]2[C:11]([N:25]3[CH2:26][CH2:27][O:28][CH2:29][CH2:30]3)=[CH:12][C:13]([CH3:24])=[C:14]([NH:16][C:17](=[O:23])[O:18][C:19]([CH3:20])([CH3:21])[CH3:22])[CH:15]=2)[CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 57962754HCID 57962754, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 57962576HCID 57962576, compoundYield 102.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

tert-Butyl {5-[(3-aminophenyl)ethynyl]-2-methyl-4-morpholin-4-ylphenyl}carbamate (62 mg, 0.15 mmol) was stirred in methanol (2 mL) and 10% palladium on carbon (50 mg). The mixture was stirred under a balloon pressure of hydrogen gas for 3 hours. The mixture was filtered through celite and evaporated to give the desired compound (63 mg, 100%). LCMS for C24H34N3O3 (M+H)+: m/z=412.1.

Workup

  1. filtrationThe mixture was filtered through celite
  2. customevaporated

Sources & evidence

ORD record
ord-34731872bfd141368bfdcf545ba47243
Source dataset
uspto-grants-2014_10
Patent number
US08871753B2

Reaction notes

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